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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225181Generated: October 26, 2026

p-Toluidine → N-(p-phenylbenzylidene)-p-methylaniline

https://huagongshe.com/reaction/225181

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
Reactant(1,1'-Biphenyl)-4-carboxaldehydeHCID 76689—
SolventTolueneHCID 1140—
ProductN-(p-phenylbenzylidene)-p-methylanilineHCID 13017554—

Reaction Steps

p-Toluidine (0.20 mole), 4-biphenylcarboxaldehyde (0.20 mole), and IRC-50 (weakly acidic) ion exchange resin (0.5 g.) were azeotropically refluxed in toluene (150 cc). The required amount of water had been removed after 3 hours. The solvent was removed on the rotary evaporator and the residue was recrystallized with 95% ethanol to yield N-(p-phenylbenzylidene)-p-methylaniline; m.p. 137°-139° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04235929
Source datasetuspto-grants-1980_11
ORD IDord-6a688f2cefc1444089bd22ec0c7a43f0
Source noteuspto-grants-1980_11